An Avalanche on Rose Hill: 5th Circuit Upholds Denial of Conservation Easement Deduction

Charitable Giving, Income Tax, Tax Controversy

On August 14, 2018 the 5th Circuit upheld the Tax Court’s September 9, 2016 bench opinion in PBBM-Rose Hill, LTD v. Comm’r. The case involved a $15,160,000 conservation easement deduction under IRC § 170(h) that was denied based on a technicality relating to strict compliance with the extinguishment regulations under Treas. Reg. § 1.170A-14(g)(6)(i) and a rejection of…
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Estate Inclusion: The New Estate Plan, Step-Up

Estate and Gift Tax, Income Tax, Tax, TCJA

Background The traditional estate planning game has been to: (1) ensure client wishes were achieved by drafting wills and trusts such that the assets within the client’s estate served the intended purposes and landed in the hands of the desired beneficiaries, and (2) minimize or eliminate estate (and generation skipping) taxes. Since 2000, a few…
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IRS Wins Short Sale Case But Makes a “Graev” Error in a Case where the Tax Court Acknowledges the Turbo Tax Defense

Income Tax, Tax, Tax Controversy

In a case with some very interesting legal issues (at least “the kind of conundrum only tax lawyers love”), the IRS is denied penalties for failing to produce the signature of a supervisor. The Tax court gave an early Christmas present to a handful of taxpayers including the Estate of Michael Jackson and Warren Sapp (consolidated…
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Equity, Equity, Debt! No wait, BAD DEBT!

Income Tax

Yet again, a taxpayer loses for not properly and contemporaneously documenting his intentions. Here is  another lesson on the importance of properly documenting loans (i.e. don’t just “book” as loans but have written loan documents contemporaneous with the advance). Mr. Burke made a number of advances to a business operated by his friend.  Although the…
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